5,10-bis(5-bromo-4-hexylthiophen-2-yl)naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) | 1308677-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,10-bis(5-bromo-4-hexylthiophen-2-yl)naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole)
• 英文别名: 3,7-di(2-bromo-3-hexylthiophen-5-yl)-naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole；5,10-Bis(5-bromo-4-hexylthiophen-2-yl)-[2,1,3]benzothiadiazolo[7,6-g][2,1,3]benzothiadiazole；5,10-bis(5-bromo-4-hexylthiophen-2-yl)-[2,1,3]benzothiadiazolo[7,6-g][2,1,3]benzothiadiazole
• CAS: 1308677-37-3
• 化学式: C₃₀H₃₀Br₂N₄S₄
• 分子量: 734.667
• InChiKey: CSNYYBYDKAVNRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  萘并[1,2-c:5,6-c']双[1,2,5]噻二唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 硫酸 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 5,10-bis(5-bromo-4-hexylthiophen-2-yl)naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole)
  参考文献：
  名称：

  基于萘并[1,2-c:5,6-c]双[1,2,5]噻二唑的供体-受体共轭聚合物用于高性能聚合物太阳能电池

  摘要：

  供体-受体共轭聚合物 PBDT-DTBT 和 PBDT-DTNT，基于 2,1,3-苯并噻二唑 (BT) 和萘并[1,2-c:5,6-c]双[1,2,5]噻二唑（ NT)，已被设计和合成用于聚合物太阳能电池。NT 包含两个稠合的 1,2,5-噻二唑环，可降低带隙、增强链间堆积并提高所得聚合物的电荷迁移率。因此，与基于 BT 的聚合物 PBDT-DTBT 相比，基于 NT 的聚合物 PBDT-DTNT 表现出明显更好的光伏性能，功率转换效率 (PCE) 为 6.00%，在相同的器件配置下，其 PCE 为 2.11%。

  DOI：

  10.1021/ja201131h

文献信息

• Design and Synthesis of Copolymers of Indacenodithiophene and Naphtho[1,2-<i>c</i>:5,6-<i>c</i>]bis(1,2,5-thiadiazole) for Polymer Solar Cells
  作者：Ming Wang、Xiaowen Hu、Liqian Liu、Chunhui Duan、Peng Liu、Lei Ying、Fei Huang、Yong Cao

  DOI：10.1021/ma400355w

  日期：2013.5.28

  Three donor acceptor type of narrow band gap conjugated polymers with enlarged coplanar skeleton were synthesized via Stille copolymerization of indacenodithiophene (IDT) and naphtho[1,2-c:5,6-c]bis(1,2,5-thiadiazole) (NT) based monomers. The energy levels, absorption spectra and band gaps of the resulting polymers were well tuned by utilizing different thiophene derivatives as spacer between IDT and NT units, and polymer PIDT-C12NT which employed bithiophene attached with dodecyl side chain as spacer exhibited superior properties compared to the other two copolymers All polymers exhibited deep highest occupied molecular orbital energy levels and subsequently lead to high open circuit voltages of fabricated solar cell devices. Best performance of the bulk-heterojunction solar cells with a power conversion efficiency of 5.05% was achieved with PIDT-C12NT as donor and (6,6)-phenyl-C-71-butyric acid methyl ester (PC71BM) as acceptor, which can be attributed to its higher charge carrier mobility, the optimized interpenetrating network as well as enhanced absorption coefficient of photoactive layer with respect to the other two polymers. The results demonstrated that the combination of IDT and NT with appropriate spacers was a promising molecular design strategy for the application of solar cells.
• CONJUGATED POLYMERS
  申请人：Merck Patent GmbH

  公开号：EP2814863A1

  公开（公告）日：2014-12-24
• BLOCK COPOLYMER AND PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Izawa Takafumi

  公开号：US20140166942A1

  公开（公告）日：2014-06-19

  Provide are: a conjugated block copolymer capable of increasing the amount of optical absorption by a photoelectric conversion active layer and controlling the morphology thereof and capable of achieving excellent photoelectric conversion efficiency; and a photoelectric conversion element comprising a composition including an electron accepting material and this kind of conjugated block polymer. A π-electron conjugated block copolymer comprising: a polymer block (A) which involving a monomer unit having at least one heteroaryl skeleton selected from the group consisting of a fused π-conjugated skeleton, a fluorene, a carbazole, a dibenzosilole and a dibenzogermole containing at least one thiophene ring in a part of a chemical structure thereof; and a polymer block (B) involving a monomer unit of a thiophene-2,5-diyl group having a substituent at least at a 3-position thereof.
• US20140339477A1
  申请人：——

  公开号：US20140339477A1

  公开（公告）日：2014-11-20
• US9178166B2
  申请人：——

  公开号：US9178166B2

  公开（公告）日：2015-11-03